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Check prices for these dates

Compare 91 Cottages in Chester with updated reviews, rates, and availability.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is SAR 631
SAR 1,053 total
includes taxes & fees
15 Apr - 16 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (8)
"The property was very clean and comfortable! Katie was responsive to all our requests. We had a great weekend hiking and the area had great restaurants and the distillery was fun. The house itself was well equipped. I’d like to go back when it is warmer to enjoy the outside amenities like the deck and fire pit.We will be back! "
The price is SAR 938
SAR 2,160 total
includes taxes & fees
27 Apr - 28 Apr
Charming Cottage in the Heart of the Shawangunks

Chestnut on Willow Lake

The price is SAR 1,126
SAR 1,682 total
includes taxes & fees
17 Apr - 18 Apr
Chestnut on Willow Lake

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house has a lot of character and the outdoor areas are really peaceful. The owner just needs to resolve the issue with sulfur in the water because the rotten egg smell is too strong to tolerate."
The price is SAR 676
SAR 1,287 total
includes taxes & fees
16 Apr - 17 Apr
Hello Small Stone

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (96)
"It was an awesome stay we loved the couple days we got to spend there!!"
A romantic cottage and artist's retreat looking down over an enchanted lake

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (144)
"This cottage is right at the waterfall (a spillway) at one end of a beautiful rustic enclave with a stream and pond. It's equipped with many outdoor amenities including a barbecue, firepit, deck, and Adirondack chairs. The inside is tastefully furnished, well lit, has modern appliances, and come with cooking staples and condiments, as well as welcome snacks. The hosts are very responsive and friendly. We have family in the area, and they were very impressed too."
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (22)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!

Beautiful Cottage in Hudson Valley w/Pool & Views

10.0 out of 10, Exceptional, (11)
"The house was beautifully decorated and furnished well. We enjoyed the large kitchen. The host responded to questions quickly and well. It is a beautiful region. Views were lovely, and roads and driveway were scraped of snow before we had time to think about it. "
The price is SAR 1,051
SAR 2,747 total
includes taxes & fees
24 Apr - 25 Apr
Beautiful Cottage in Hudson Valley w/Pool & Views

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

2.0 star property
8.0 out of 10, Very Good, (2)
"Nice"
The price is SAR 939
SAR 1,935 total
includes taxes & fees
15 Apr - 16 Apr
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"We had a great stay in this cozy cabin! The beds were comfortable and the views of the farm and deer were beautiful ! Communication with Ginny was quick and she let us adjust our dates of stay when needed. 😊"
The price is SAR 619
SAR 1,169 total
includes taxes & fees
15 Apr - 16 Apr
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Charming Lake Community Cottage 2BR Retreat Near Mountain Creek

10.0 out of 10, Exceptional, (1)
"We recently stayed here for the first time in order to visit with our new grandbaby nearby. It far exceeded our expectations - absolutely charming, two good sized bedrooms, working fireplace!, lovely living space, clean, clean, clean, parking spot, anything you forgot (toothbrush, etc.) provided, and a free snack basket! We'll be back. Communication with the host was immediate and helpful. Easy check-in and check-out. Ten stars."
Charming Lake Community Cottage 2BR Retreat Near Mountain Creek

Mountain House Escape - 1 Hour from NYC

10.0 out of 10, Exceptional, (7)
"We recently had the pleasure of staying at Deer Hill in Warwick, NY, and it truly exceeded our expectations. The property is set on three-acre expanse in a lovely, and ultra-quiet neighborhood. It was an ideal home for our annual family gathering, which includes our 3 adult children, spouses and two young grandchildren. The large in-ground pool was a hit, and was a source of fun and relaxation throughout our stay. The pool has a shallow end and an 8-foot deep end. The spacious great room served...
Mountain House Escape - 1 Hour from NYC

Cozy Haven: A Romantic Retreat in our Tiny House!

7.0 out of 10, Good, (9)
"we enjoyed the cozy home it is a nice place to get away"
The price is SAR 574
SAR 1,118 total
includes taxes & fees
7 May - 8 May
Cozy Haven: A Romantic Retreat in our Tiny House!

Dreamy Hudson Valley Cottage w/ State Park Views

9.6 out of 10, Exceptional, (13)
"We loved our two nights at this perfect, comfortable cottage in the Garrison woods. Communication with Ashley was terrific, very prompt and welcoming. The house was very clean and we had a great view. Thank you for a great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is SAR 1,314
SAR 1,922 total
includes taxes & fees
17 Apr - 18 Apr
Hickory on Willow Lake

Lakefront Getaway : Mountain & Lakes views

10.0 out of 10, Exceptional, (4)
"The property is beautiful and relaxing, exactly what we needed. The house is cozy with full amenities needed if you were staying longer than just a few nights."
Lakefront Getaway : Mountain & Lakes views

NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

10.0 out of 10, Exceptional, (5)
"The house is even more beautiful than the photos. From the spa-like bathrooms, to toys and books for kids, to the little extra amenities like qtips and bandaids, it was the perfect getaway for everyone in our party of all ages."
NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chester

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is SAR 631
SAR 1,053 total
includes taxes & fees
15 Apr - 16 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is SAR 972
SAR 1,236 total
includes taxes & fees
15 Apr - 16 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (59)
"2nd visit. Loved being able to use the fireplace this time!"
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.